Tag: M.W:100-200

Related Products of 1589541-56-9 ,Some common heterocyclic compound, 1589541-56-9, molecular formula is C6H3Cl2N3, its traditional synthetic route has been very mature, but the traditional synthetic route has various shortcomings, such as complicated route, low yield, poor purity, etc., below Introduce a new synthetic route.

To a stirred solution of compound 6-amino-2,4-dichloronicotinonitrile (0.26 g, 1.37mmol) in chloroform (7.0 mL) was added diisopropylethylamine (0.49 mL, 2.75 mmol)followed by imidazole (0.47 g, 6.87 mmol) and CDI (1.15 g, 6.87 mmol) at 0 C and allowed to stir at room temperature for 12 h. After the clear solution is formed (R)-(+)-phenyl ethyl amine (1.08 g, 8.9 mmol) was added at room temperature and stirred for 2 h. After confirming the completion of starting material by TLC, the reaction mixture was concentrated underreduced pressure and dissolved in ethyl acetate and then washed with water. The organic layer was washed with brine, dried over anhydrous Na2SO4, filtered, concentrated under reduced pressure to get crude product which was purified by column chromatography (hexanes:ethyl acetate=7:3) to afford desired product. 1H NMR (ppm, 400 MHz, DMSO-d6): delta 10.07 (s, 1H), 8.03 (s, 1H), 7.37-7.32 (m, 5H), 7.28-7.24 (m, 1H), 4.84 (t, J= 8.00 Hz, 1H), 1.41 (d, J= 8.00Hz, 3H). MS ES calc?d. for C15H12Cl2N4O [M+H]+ 335; Found 335.

These compound has a wide range of applications. It is believed that with the continuous development of the source of the synthetic route,1589541-56-9, its application will become more common.

Reference:
Patent; MERCK SHARP & DOHME CORP.; WILSON, Kevin, J.; WITTER, David, J.; SILIPHAIVANH, Phieng; LIPFORD, Kathryn; SLOMAN, David; FALCONE, Danielle; O’BOYLE, Brendan; MANSOOR, Umar Faruk; LIM, Jongwon; METHOT, Joey, L.; BOYCE, Christopher; CHEN, Lei; DANIELS, Matthew, H.; FEVRIER, Salem; HUANG, Xianhai; KURUKULASURIYA, Ravi; TONG, Ling; ZHOU, Wei; KOZLOWSKI, Joseph; MALETIC, Milana, M.; SHINKRE, Bidhan, A.; THATAI, Jayanth Thiruvellore; BAKSHI, Raman Kumar; KARUNAKARAN, Ganesh Babu; WO2014/52563; (2014); A2;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

As we all know, there are many different methods for the synthesis of a compound, and people can choose the synthesis method that suits their own laboratory according to the actual situation. 1221171-70-5, name is 2-Chloro-6-(trifluoromethoxy)pyridine, molecular formula is C6H3ClF3NO, The compound is widely used in many fields, so it is necessary to find a new synthetic route. The downstream synthesis method of this compound is introduced below. HPLC of Formula: C6H3ClF3NO

I-Chloro–trifluoromethoxy-S-trimethylsilylpyridine (47); At 0 0C, diisopropylamine (0.9 g, 1.2 mL, 8.9 mmol, 1.1 eq) was added dropwise to a solution of butyllithium (1.56 M in hexane, 5.7 mL, 8.9 mmol, 1.1 eq) in THF (15 mL). At -78 0C, a solution of 2-chloro-6-trifluoromethoxy pyridine (2, 1.6 g, 8.1 mmol, 1 eq) in THF (5 mL) was added dropwise and the reaction mixture was stirred for 2 h at this temperature. Chlorotrimethylsilane (1.0 g, 1.2 mL, 8.9 mmol, 1.1 eq) was then added and the mixture was allowed to reach 25 0C before being neutralized with water (20 mL) and extracted with diethylether (3 chiltheta mL). The combined organic layers were dried over sodium sulfate before being evaporated. The crude product was distilled under vacuum to afford pure 2-chloro-6-trifluoromethoxy-5-trimethylsilylpyridine (47, 1.5 g, 5.5 mmol, 68%) as a colorless oil; b.p. 89-93 0C / 14 mbar.1H NMR (CDCl3, 300 MHz): delta = 7.78 (d, J = 7.6 Hz, 1 H), 7.22 (d, J = 7.6 Hz, 1 H), 0.34 (s, 9 H). – 13C NMR (CDCl3, 75 MHz): delta = 159.5, 149.8, 147.7, 147.3, 121.5, 120.4 (q, J= 260 Hz), -1.7.

With the rapid development of chemical substances, we look forward to future research findings about 1221171-70-5.

Reference:
Patent; BAYER CROPSCIENCE AG; PAZENOK, Sergii; VORS, Jean-Pierre; LEROUX, Frederic, R.; MANTEAU, Baptiste; CENTRE NATIONAL DE LA RECHERCHE SCIENTIFIQUE; UNIVERSITE DE STRASBOURG; WO2010/40461; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Researchers who often do experiments know that organic synthesis is a process of preparing more complex target molecules from simple raw materials through one or more chemical reactions. Generally, it requires fewer steps,and cheap raw materials. 92992-85-3, name is 2-Bromo-3,5-dimethylpyridine. A new synthetic method of this compound is introduced below., Safety of 2-Bromo-3,5-dimethylpyridine

In a three-neck round-bottom flask were placed 2-bromo-3,5- dimethylpyridine (5.00 g, 26.87 mmol) and dry THF (40 mL) under N2 atmosphere. The solution was cooled down at -78C. nBuLi 2.5 M in hexanes (12.89 mL, 32.25 mmol) was added dropwise to the solution. The reaction mixture was stirred at -78C for 20 mm and 5-methylfuran-2-carbaldehyde (2.94 mL, 29.56 mmol) dissolved in dry THF (10 mL) was added dropwise to thesolution. The reaction mixture was stirred at -78C for 30 mm and then was slowly warmed to rt and the stirring was kept at this temperature overnight. The reaction was quenched with sat. NH4CI. The aqueous layer was extracted with EtOAc. The combined organic layers were dried over Mg504, filtered and the solution was concentrated to dryness. The crude material was purified by silica gel column chromatography eluting with a gradient of Hexanes/EtOAc from [96:4] to [90:10]. The product fractions were collected and evaporated under redcued pressure to afford (3,5-di methyl pyrid in-2-yl)(5-methylfu ran-2- yl)methanol Ex.87a (3.29 g, 56%) as orange oil. 1 H NMR (400 MHz, CDCI3, d in ppm): 2.13 (s, 3H), 2.24 (d, 3H, J=0.8Hz), 2.33 (s, 3H), 5.71 (s, 1H), 5.83-5.86

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 92992-85-3, 2-Bromo-3,5-dimethylpyridine.

Reference:
Patent; GENFIT; DELHOMEL, Jean-Francois; PERSPICACE, Enrico; MAJD, Zouher; PARROCHE, Peggy; WALCZAK, Robert; (284 pag.)WO2018/138362; (2018); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Electric Literature of 1452-94-4, Adding some certain compound to certain chemical reactions, such as: 1452-94-4, name is Ethyl 2-chloronicotinate,molecular formula is C8H8ClNO2, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 1452-94-4.

EXAMPLE 13 2-Chloro-3-pyridinecarboxamide To a mixture of ethyl 2-chloro-3-pyridinecarboxylate (1.85 g, 10 mmol), ammonium chloride (0.53 g, 10 mmol) and 15 mL of ammonium hydroxide (150 mmol) was added tetrabutylammonium bromide (0.32 g, 1 mmol). The mixture was stirred at ambient temperature for 18 hours, concentrated, washed with water and methanol, and dried to give 0.78 g (50%) of the title compound (m.p. 164-166 C., uncorrected).

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 1452-94-4, Ethyl 2-chloronicotinate, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Reilly Industries, Inc.; US5493028; (1996); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Each compound has different characteristics, and only by selecting the characteristics of the compound suitable for a specific situation can the compound be applied on a large scale. 83766-88-5, name is 2-(tert-Butoxy)pyridine. This compound has unique chemical properties. The synthetic route is as follows. Application In Synthesis of 2-(tert-Butoxy)pyridine

Carboxylic acid (0.2 g, 1.64 mmol), tert-butoxypyridine (0.33 g, 2.21 mmol) and boron trifluoride diethyl etherate (0.31 g, 2.21 mmol) in dry PhCH3 (2 mL) were added to a 20-ml vial. The reaction mixture was then allowed to stir at room temperature for 30 min before quenching with anhydrous NaHCO3. The reaction mixture was diluted with ethyl acetate (30 mL), then washed with water (20 mL), followed by brine (20 mL). The organic layer was dried over anhydrous sodium sulfate and carefully concentrated under reduced pressure. The resulting residue was then purified by flash column chromatography on silica gel with 0:4 to 1:4 dichloromethane/hexane as eluent to yield the desired product 5a as a colorless oil.

If you are interested in these compounds, you can also browse my other articles.Thank you for taking the time to read this article. I hope you enjoyed it, 83766-88-5, 2-(tert-Butoxy)pyridine.

Reference:
Article; La, Minh Thanh; Kim, Hee-Kwon; Tetrahedron; vol. 74; 27; (2018); p. 3748 – 3754;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 94220-38-9, Adding some certain compound to certain chemical reactions, such as: 94220-38-9, name is 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine,molecular formula is C7H6ClN3, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound 94220-38-9.

EXAMPLE 2 5-Methyl-7-piperidino-1H-pyrazolo(4,3-b)pyridine (2) STR15 7-Chloro-5-methyl-1H-pyrazolo(4,3-b)pyridine (1 g) and piperidine (10 ml) were heated under reflux for 24 h. The piperidine was removed in vacuo to yield a pale yellow solid which was washed with water to yield the piperidino-compound (1 g, 78%), Crystallisation from ethanol-water gave pale yellow crystals, m.p. 244. Found: C, 66.5; H, 7.55.; N, 25.7. C12 H16 N4 requires C, 66.6; H, 7.5; N, 25.9%), numax 2660-2200 (broad), 2000-1800 (broad), 1540, 1430, 1355, 1290, 1210, 1020, 980, 810 and 760 cm-1, delta (CF3 COOH) 1.97 (6H, s, –CH2 –), 2.70 (3H, s, 5 –CH3), 4.13 (4H, s, –N–CH2 –), 6.59 (1H, s, 6-H), 8.32 (1H, s, 3-H), total proton count 15.

In the field of chemistry, the synthetic routes of compounds are constantly being developed and updated. I will also mention this compound in other articles. 94220-38-9, 7-Chloro-5-methyl-1H-pyrazolo[4,3-b]-pyridine, other downstream synthetic routes, hurry up and to see.

Reference:
Patent; Beecham Group, p.l.c.; US4559348; (1985); A;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 149246-87-7, 5-(Pyridin-3-yl)-1H-pyrazol-3-amine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Safety of 5-(Pyridin-3-yl)-1H-pyrazol-3-amine, blongs to pyridine-derivatives compound. Safety of 5-(Pyridin-3-yl)-1H-pyrazol-3-amine

General procedure: 1H-Pyrazol-5-amine 1 (1 equiv.), 3-oxopropanenitrile 2 (1 equiv.), benzaldehyde 3 (1 equiv.), and Et3N (2 equiv.) were stirred in DMF (1 M) at 90 °C for 16 h. The volatiles were removed under reduced pressure (or positive N2 (g) pressure). Sodium nitrite (3 equiv.) and acetic acid (134 equiv.) were added to the crude material, and the reaction mixture was stirred for 10 min. The volatiles were removed under reduced pressure (or positive N2 (g) pressure), and the crude reaction mixture was subjected to silica gel column chromatography with ethyl acetate in hexanes.

The synthetic route of 149246-87-7 has been constantly updated, and we look forward to future research findings.

Reference:
Article; Hill, Matthew D.; Synthesis; vol. 48; 14; (2016); p. 2201 – 2204;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Synthetic Route of 1452-94-4, With the rapid development and complex challenges of chemical substances, the synthesis of new drugs is usually one of the most effective ways to increase yield.1452-94-4, name is Ethyl 2-chloronicotinate, molecular formula is C8H8ClNO2, molecular weight is 185.61, as common compound, the synthetic route is as follows.

Example 1; Synthesis of cis-1-(2-fluoro-6-methylbenzoyl)-2-phenylpiperidine-3-carboxylic acid (3-trifluoromethylphenyl)amide; a) Pd(PPh3)4 (3.0 g, 2.6 mmol) was added to a solution of 2-chloro-3-carboxyethylpyridine (25 g, 134.7 mmol), phenylboronic acid (21.04 g, 172.6 mmol) and K2CO3 (55.1 g, 399 mmol) in 1,4-dioxane (200 mL) and water (200 mL). The reaction mixture was heated at 100 C. for 2 h. The solution was then cooled to room temperature and the dioxane was removed under reduced pressure. The resulting aqueous layer was extracted with ethyl acetate, and the combined organic layers were dried (Na2SO4), filtered through celite, and concentrated under reduced pressure. The residue was purified by flash chromatography (SiO2, 10-100% EtOAc/hexanes) to get the 2-phenylpyridine derivative in 91% yield (27.98 g). LC-MS Rt (retention time): 2.45 min, MS: (ES) m/z 228 (M+H+).

Statistics shows that 1452-94-4 is playing an increasingly important role. we look forward to future research findings about Ethyl 2-chloronicotinate.

Reference:
Patent; ChemoCentryx, Inc.; US2010/160320; (2010); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Adding a certain compound to certain chemical reactions, such as: 902837-42-7, 7-Bromo-1H-pyrrolo[3,2-c]pyridine, can increase the reaction rate and produce products with better performance than those obtained under traditional synthetic methods. Here is a downstream synthesis route of the compound, Recommanded Product: 902837-42-7, blongs to pyridine-derivatives compound. Recommanded Product: 902837-42-7

Production Example 46 To a mixture of 7-bromo-1H-pyrrolo[3,2-c]pyridine (0.16 g) and THF (6.0 mL) were added di-tert-butyl dicarbonate (0.26 g) and N,N-dimethyl-4-aminopyridine (0.010 g) at room temperature, followed by stirring at room temperature for 17 hours. The reaction mixture was concentrated under reduced pressure and the residue was purified by silica gel column chromatography (ethyl acetate/hexane=0 to 25%) to obtain tert-butyl 7-bromo-1H-pyrrolo[3,2-c]pyridine-1-carboxylate (0.22 g).

At the same time, in my other blogs, there are other synthetic methods of this type of compound,902837-42-7, 7-Bromo-1H-pyrrolo[3,2-c]pyridine, and friends who are interested can also refer to it.

Reference:
Patent; Astellas Pharma Inc.; EP2277858; (2011); A1;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem

Reference of 853909-08-7, The major producers of chemicals have been the Europe, Japan and China. Due to the growing call for a cleaner, greener environment, people will have to find innovative ways to maintain their relevance. Here is a compound 853909-08-7, name is 5-Ethynyl-2-fluoropyridine. This compound has unique chemical properties. The synthetic route is as follows.

General procedure: Under argon, to a solution containing 3-aminoquinuclidine bishydrochloridesalt 2 (212 mg, 1.00 mmol) and 1H-imidazole-1-sulfonyle azide 1 (232 mg, 1.10 mmol) in MeOH (6 mL) wasportion wise added K2CO3 (415 mg, 3.00 mmol) and next a catalyticamount of CuSO4, 5H2O (25 mg, 0.10 mmol). The reaction mixturewas stirred at room temperature for 6 h and then concentratedunder reduced pressure. The crude solid was solubilized in Et2O(10 mL), filtered and the precipitate washed with an additionalamount of Et2O (10 mL). The combined organic layers were reducedunder reduced pressure and the (R) intermediate 3a used in thenext step. After addition of MeOH (6 mL), the desired terminalalkyne 4 (1.00 mmol) and next CuSO4, 5H2O (25 mg, 0.10 mmol),sodium ascorbate (40 mg, 0.20 mmol) were successively added. Thereaction mixturewas stirred for 12 h at room temperature. Volatileswere evaporated under reduced pressure and the residue purifiedby flash chromatography. When some traces of imidazole wereobserved, EtOAc (20 mL) was added. After washing with water(2 10 mL), the organic layer was dried over MgSO4, filtered andevaporated under reduced pressure to afford the pure derivative of type IIIa.

According to the analysis of related databases, 853909-08-7, the application of this compound in the production field has become more and more popular.

Reference:
Article; Ouach, Aziz; Pin, Frederic; Bertrand, Emilie; Vercouillie, Johnny; Gulhan, Zuhal; Mothes, Celine; Deloye, Jean-Bernard; Guilloteau, Denis; Suzenet, Franck; Chalon, Sylvie; Routier, Sylvain; European Journal of Medicinal Chemistry; vol. 107; (2016); p. 153 – 164;,
Pyridine – Wikipedia,
Pyridine | C5H5N – PubChem